Kate and her actor brother live in 21st century New York. Her ex-boyfriend, Stuart, has found a spot near the Brooklyn Bridge where there is a gap in time-- one can return to the 19th century. Stuart goes back to the 1870s and takes pictures, then is followed back to New York by Leopold. Leopold gets help with fitting into the 21st century from Kate's brother Charlie, and meets Kate herself. Kate is climbing the corporate ladder in advertising, but her growing feelings for Leopold cause her to reevaluate her priorities in life.

Originally produced as a motion picture in 2001. Special features: commentary by director James Mangold; original theatrical version and director's Cut; deleted scenes with commentary; "On The Set" featurette; Sting "Until" music video; photo gallery; costume featurette.